JP2016224098A5 - - Google Patents

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JP2016224098A5
JP2016224098A5 JP2015107304A JP2015107304A JP2016224098A5 JP 2016224098 A5 JP2016224098 A5 JP 2016224098A5 JP 2015107304 A JP2015107304 A JP 2015107304A JP 2015107304 A JP2015107304 A JP 2015107304A JP 2016224098 A5 JP2016224098 A5 JP 2016224098A5
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Priority to US15/166,709 priority patent/US9880482B2/en
Priority to EP16171635.2A priority patent/EP3098657B1/en
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疎水性カチオン重合性液状モノマー、光重合開始剤、前記液状モノマーに不溶なトナー粒子、及びトナー粒子分散剤を含む紫外線硬化型液体現像剤であって、
該トナー粒子が、酸価５ｍｇＫＯＨ／ｇ以上であるバインダー樹脂を含有し、
該トナー粒子分散剤が、少なくとも下記一般式（１）で表される単量体単位と下記一般式（２）で表される単量体単位をともに含有する高分子であり、
該トナー粒子分散剤が、下記一般式（１）で表される単量体単位を末端以外の位置に有することを特徴とする紫外線硬化型液体現像剤。
Figure 2016224098
［式（１）中、Ｋは１級アミノ基を有するユニットである。］
Figure 2016224098
［式（２）中、Ｑは、置換基を有してもよい炭素数６以上のアルキル基、置換基を有してもよい炭素数６以上のシクロアルキル基、置換基を有してもよい炭素数６以上のアルキレン基、又は置換基を有してもよい炭素数６以上のシクロアルキレン基を有するユニットである。］ An ultraviolet curable liquid developer comprising a hydrophobic cationically polymerizable liquid monomer, a photopolymerization initiator, toner particles insoluble in the liquid monomer, and a toner particle dispersant,
The toner particles contain a binder resin having an acid value of 5 mgKOH / g or more;
The toner particle dispersant is a polymer containing at least a monomer unit represented by the following general formula (1) and a monomer unit represented by the following general formula (2):
The toner particle dispersion agent, an ultraviolet curable liquid developer, characterized by having a monomer unit at a position other than ends represented by the following general formula (1).
Figure 2016224098
[In formula (1), K is a unit having a primary amino group. ]
Figure 2016224098
[In Formula (2), Q may have a C6 or more alkyl group which may have a substituent, a C6 or more cycloalkyl group which may have a substituent, or a substituent. A unit having a good alkylene group having 6 or more carbon atoms or a cycloalkylene group having 6 or more carbon atoms which may have a substituent. ] 前記一般式（２）中、Ｑが、置換基を有してもよい炭素数１２以上のアルキル基、置換基を有してもよい炭素数１２以上のシクロアルキル基、置換基を有してもよい炭素数１２以上のアルキレン基、又は置換基を有してもよい炭素数１２以上のシクロアルキレン基を有するユニットである請求項１に記載の紫外線硬化型液体現像剤。 In the general formula (2), Q is, have carbon atoms which may have a substituent alkyl group of 12 or more, 12 or more carbon atoms which may have a substituent of the cycloalkyl group, the substituent The ultraviolet curable liquid developer according to claim 1, which is a unit having an alkylene group having 12 or more carbon atoms or a cycloalkylene group having 12 or more carbon atoms which may have a substituent. 前記一般式（１）で表される単量体単位が、下記一般式（１−２）で表される単量体単位である請求項１又は２に記載の紫外線硬化型液体現像剤。
Figure 2016224098
［式（１−２）中、Ａは、単結合、炭素数１〜６のアルキレン、又はフェニレンである。ｍは０〜３の整数である。］ The ultraviolet curable liquid developer according to claim 1, wherein the monomer unit represented by the general formula (1) is a monomer unit represented by the following general formula (1-2).
Figure 2016224098
[In Formula (1-2), A is a single bond, a C1-C6 alkylene, or phenylene. m is an integer of 0-3. ] 前記一般式（２）で表される単量体単位が、下記一般式（４）で表される単量体単位、又は下記一般式（５）で表される単量体単位である請求項１〜３のいずれか一項に記載の紫外線硬化型液体現像剤。
Figure 2016224098
Figure 2016224098
［式（４）中、Ｒ １ は置換基を有してもよい炭素数６以上のアルキル基である。Ｌは二価の連結基を表す。式（５）中、Ｒ ２ は置換基を有してもよい炭素数６以上のアルキレン基である。ｎは１以上の整数を表す。Ｌは二価の連結基を表す。］ The monomer unit represented by the general formula (2) is a monomer unit represented by the following general formula (4) or a monomer unit represented by the following general formula (5): The ultraviolet curable liquid developer as described in any one of 1-3.
Figure 2016224098
Figure 2016224098
[In Formula (4), R 1 is an alkyl group having 6 or more carbon atoms which may have a substituent. L represents a divalent linking group. In Formula (5), R 2 is an alkylene group having 6 or more carbon atoms which may have a substituent. n represents an integer of 1 or more. L represents a divalent linking group. ] 前記一般式（１）で表される単量体単位が、下記一般式（３）で表される単量体単位であり、かつ、前記一般式（２）で表される単量体単位が、下記一般式（４）で表される単量体単位である請求項１に記載の紫外線硬化型液体現像剤。
Figure 2016224098
［式（４）中、Ｒ１は置換基を有してもよい炭素数６以上のアルキル基である。Ｌは二価の連結基を表す。］ Monomer unit represented by the general formula (1) is a monomer unit you express the following general formula (3), and the monomer unit represented by the general formula (2) , UV curable liquid developer according to claim 1 is a monomer unit represented by the following general formula (4).
Figure 2016224098
[In Formula (4), R 1 is an alkyl group having 6 or more carbon atoms which may have a substituent. L represents a divalent linking group. ] 前記一般式（１）で表される単量体単位が、下記一般式（３）で表される単量体単位であり、かつ、前記一般式（２）で表される単量体単位が、下記一般式（５）で表される単量体単位である請求項１に記載の紫外線硬化型液体現像剤。
Figure 2016224098
［式（５）中、Ｒ２は置換基を有してもよい炭素数６以上のアルキレン基である。ｎは１以上の整数を表す。Ｌは二価の連結基を表す。］ Monomer unit represented by the general formula (1) is a monomer unit you express the following general formula (3), and the monomer unit represented by the general formula (2) , UV curable liquid developer according to claim 1 is a monomer unit represented by the following general formula (5).
Figure 2016224098
Wherein (5), R 2 is an alkylene group having 6 or more carbon atoms which may have a substituent. n represents an integer of 1 or more. L represents a divalent linking group. ] 前記トナー粒子分散剤が、前記一般式（１）で表される単量体単位を末端の位置にも有する請求項１〜６のいずれか一項に記載の紫外線硬化型液体現像剤。The ultraviolet curable liquid developer according to claim 1, wherein the toner particle dispersant has a monomer unit represented by the general formula (1) at a terminal position. 前記トナー粒子分散剤のアミン価が、２ｍｇＫＯＨ／ｇ以上５０ｍｇＫＯＨ／ｇ以下である請求項１〜７のいずれか一項に記載の紫外線硬化型液体現像剤。 The amine value of the toner particle dispersion agent, an ultraviolet curable liquid developer according to any one of claims 1 to 7 or less 2 mg KOH / g or higher 50 mg KOH / g. 請求項１〜８のいずれか一項に記載の紫外線硬化型液体現像剤の製造方法であって、
前記バインダー樹脂を溶解する溶剤中に、少なくとも顔料、前記バインダー樹脂、前記トナー粒子分散剤を溶解、又は分散させ、混合液を得る工程、及び
該混合液に前記バインダー樹脂を溶解しない前記疎水性カチオン重合性液状モノマーを混合し、該混合液中に溶解状態で含まれていたバインダー樹脂を析出させる工程を含む紫外線硬化型液体現像剤の製造方法。 A method for producing an ultraviolet curable liquid developer according to any one of claims 1 to 8 ,
A step of dissolving or dispersing at least the pigment, the binder resin, and the toner particle dispersant in a solvent that dissolves the binder resin to obtain a mixed solution; and the hydrophobic cation that does not dissolve the binder resin in the mixed solution A method for producing an ultraviolet curable liquid developer, comprising a step of mixing a polymerizable liquid monomer and precipitating a binder resin contained in a dissolved state in the mixed solution.
JP2015107304A 2015-05-27 2015-05-27 Ultraviolet curable liquid developer and method for producing the same Expired - Fee Related JP6468947B2 (en)

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US15/166,709 US9880482B2 (en) 2015-05-27 2016-05-27 Ultraviolet-curable liquid developer and method of producing same
EP16171635.2A EP3098657B1 (en) 2015-05-27 2016-05-27 Ultraviolet-curable liquid developer and method of producing same

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